(1S,2S)-2-[(R)-(4-methylphenyl)sulfinyl]-1-phenyl-2-pyridin-2-ylethanol | 135500-51-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1S,2S)-2-[(R)-(4-methylphenyl)sulfinyl]-1-phenyl-2-pyridin-2-ylethanol
• CAS: 135500-51-5
• 化学式: C₂₀H₁₉NO₂S
• 分子量: 337.442
• InChiKey: UNVFQKGMHUXICQ-SKPFHBQLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.97
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  50.19
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (1S,2S)-2-[(R)-(4-methylphenyl)sulfinyl]-1-phenyl-2-pyridin-2-ylethanol 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 生成 (S)-1-phenyl-2-(pyridin-2-yl)ethan-1-ol
  参考文献：
  名称：

  Role of Heterocycles on the Stereoselective Reactions of a-Sulfinyl Carbanions Using Optically Active 2-Pyridylmethyl p-Tolyl and 2-(N-Methylimidazolyl)methyl p-Toyl Sulfoxides with Aldehydes

  摘要：

  Optically active 2-pyridylmethyl p-tolyl (1) and 2-(N-methylimidazolyl) methyl p-tolyl sulfoxides (2) were synthesized and the reactions of their chiral alpha-sulfinyl carbanions with aldehydes afforded stereoselectively the condensation products. The absolute configurations of the products were determined by x-ray crystallographic analysis and chemical reactions. The mechanism for the reactions is described.

  DOI：

  10.3987/com-91-5691
• 作为产物：
  描述：

  (R)-(+)-2-<(4-methylphenyl)sulfinylmethyl>pyridine 、 苯甲醛 在 lithium diisopropyl amide 作用下， 生成 (1R,2R)-2-[(R)-(4-methylphenyl)sulfinyl]-1-phenyl-2-pyridin-2-ylethanol 、 (1S,2R)-2-[(R)-(4-methylphenyl)sulfinyl]-1-phenyl-2-pyridin-2-ylethanol 、 (1R,2S)-2-[(R)-(4-methylphenyl)sulfinyl]-1-phenyl-2-pyridin-2-ylethanol 、 (1S,2S)-2-[(R)-(4-methylphenyl)sulfinyl]-1-phenyl-2-pyridin-2-ylethanol
  参考文献：
  名称：

  Role of Heterocycles on the Stereoselective Reactions of a-Sulfinyl Carbanions Using Optically Active 2-Pyridylmethyl p-Tolyl and 2-(N-Methylimidazolyl)methyl p-Toyl Sulfoxides with Aldehydes

  摘要：

  Optically active 2-pyridylmethyl p-tolyl (1) and 2-(N-methylimidazolyl) methyl p-tolyl sulfoxides (2) were synthesized and the reactions of their chiral alpha-sulfinyl carbanions with aldehydes afforded stereoselectively the condensation products. The absolute configurations of the products were determined by x-ray crystallographic analysis and chemical reactions. The mechanism for the reactions is described.

  DOI：

  10.3987/com-91-5691